Mr Hardwood gets caught off guard when Dr. Vanessa tells him that she needs to check his prostate. He refuses to get a finger up his ass so Dr. Vanessa…
Johnny Sins is going in for surgery and being put under the gas by an insanely hot anesthesiologist, Brett Rossi. The moment Johnny is out, he fantasizes about Brett in…
The boys were driving around the neighborhood when they spotted Serena Sterling walking down the street. They get her attention when they mentioned they had money to share. Serena loves…
Misty Stone’s cheating husband just got a life sentence behind bars, but she really wants to punish him for his trifling ways. So this busty ebony MILF decides to screw…
Blacklisted by the local photographers, aspiring model Angel searches online for her next photo session fix. Responding to Danny’s ad, Angel rushes over to his house to live out her…
All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…
Cherie Deville is an unconventional sex therapist who meets her daughter’s boyfriend, Kyle Mason, for the first time. Cherie’s daughter is embarrassed by how open her hippie mother is when…
You’ve seen black light scenes before, but not with this level of execution. Daunting skeleton mask, trippy body paint, glow sticks, pounding music… All to show off Kitty Love’s tight…
Shot entirely on HD, Shay: Sexual Freak 3 features Digital Playground’s newest contract star, the lovely Shay Jordan, in a plethora of deviant and mischievous erotic play. Sexual Freak 3…
Katie loves giving certain students extra attention. Robby has been struggling in her class for a while, but she’s happy to give him some one-on-one time. He has no idea…
Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…
Savannah is no ordinary nurse. She has abilities that go above and beyond the realm of normalcy. She demonstrates this when her patient Keiran arrives with his wife for a…
A handsome young husband often finds his hands full with every woman he encounters, whether it’s his hot and horny housewife, a busty size queen on a broken elevator or…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…
Naughty Gabriella has been tempting her professor during class time, and he’s had enough. When all her attempts at getting that hard teacher dick go ignored, this saucy student sends…
As one of the only males in his school, this hunky stud wanted to fuck all the women in his class. When a beautiful new student with blonde hair arrived,…
Kendra Lust is Keiran Lee’s biggest fan, but when she drops off a love letter that looks more like a ransom note, Keiran is worried he’s dealing with a crazed…
A.j. Applegate is a hot blonde with a totally natural body, and a healthy desire for sex! When her man stays home a little later in the mornings, A.j. takes…
What’s up, TeamSkeet fans? It’s time to celebrate your February All-Star, and who better to fit the bill than Alexia Anders? This stunning talent is beyond gorgeous, and we’re honored…
When Diamond Jackson caught her slutty babysitter Trinity St Clair fucking her boyfriend Jessy, Trinity thought she was done for. But Diamond, cock-hungry MILF that she is, just wanted to…
Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….
When Heather (Demi Sutra) and Sam (Scarlit Scandal) discover their best friend Vanessa (Demi Sutra) is getting married to a guy they absolutely can’t stand (Xander Corvus), they set out…